Position: Project Estimator
Reports To: Sales Manager
Department: Sales (Commercial)
Location: Landmark Roofing Headquarters, Field-based (local client visits)
Classification: Full-Time, Commission Only
Position Overview
Landmark Roofing is seeking an experienced Commercial Roofing Estimator to join our growing Commercial Division. This role is responsible for evaluating commercial roofing opportunities, preparing accurate and competitive estimates, and working closely with general contractors, property managers, and commercial clients from bid through project handoff.
The Commercial Estimator plays a critical role in driving profitable growth by combining technical roofing knowledge, strong estimating skills, and relationship-based selling. This position serves as key liaison between Sales, Production, and Operations to ensure projects are scoped correctly and executed efficiently.
Key Duties & Responsibilities
Perform commercial roof inspections, site walks, and plan reviews for new opportunitiesAnalyze drawings, specifications, and scopes of work for commercial roofing projectsPrepare detailed and accurate estimates using Landmarks estimating tools and pricing modelsDevelop and present bids and proposals to general contractors, property managers, and commercial clientsFollow up on open bids and maintain active communication with stakeholders throughout the sales processManage assigned leads while also developing new commercial relationships and opportunitiesEnter and maintain all project, bid, and client data accurately in the CRMCoordinate closely with the Production and Operations teams to ensure a smooth transition after job awardAttend sales meetings, estimating reviews, and internal trainings as requiredRequirements
Skills & Qualifications:
Proven experience in commercial roofing estimating or commercial construction estimatingStrong understanding of commercial roofing systems , materials, and installation methodsAbility to read and interpret blueprints, specifications, and bid documentsExcellent communication, negotiation, and relationship-building skillsHigh level of organization and attention to detailProficiency with estimating software and CRM platforms (Acculynx experience preferred)Valid drivers license requiredPreferred Experience:
3 + years experience in commercial roofing estimating, commercial sales, or commercial constructionHands-on experience estimating systems such as TPO, EPDM, PVS, modified bitumen, metal, coatings, and repairsExperience working withproperty managers and facility ownersFamiliarity with bid platforms, takeoff software, and estimating tools (Excel-based estimating, digital takeoffs, Acculynx preferred)Understanding of commercial contracts, scope of work, and project timelinesProven track record of producing accurate estimates and contributing to profitable projectsExperience coordinating with production or operations teams post-awardPersonal Attributes:
Self-motivated and accountable; takes ownership of results without needing micromanagementDetail-oriented with the ability to balance accuracy and efficiency in a fast-paced environmentProfessional, confident communicator who can represent Landmark Roofing with credibilityRelationship-driven mindset with the ability to build long-term partnershipsOrganized and disciplined with strong follow-up habitsAdaptable and solution-focused when faced with changing project requirementsTeam-oriented with a willingness to support company-wide goals beyond individual winsCore Values Alignment
Transparency - Communicates honestly and clearly with clients, general contractors, and internal teams.Respect - Treats clients, vendors, and teammates with professionalism at all times. Values differing perspectives and maintains composure and integrity in every interaction.Unique - Brings a consultative, solution-oriented approach to commercial estimating. Thinks creatively to deliver value-driven solutions that differentiate Landmark Roofing from competitors.Service - Prioritizes the client experience by being responsive, thorough, and dependable. Takes ownership of projects from bid through handoff, ensuring a seamless and professional handoff.Teamwork - Works collaboratively with Sales, Production, and Operations to ensure accuracy, efficiency, and successful project execution. Support team goals over individual wins.Work Schedule
Flexible schedule. Typically Monday - Friday, 8:00 AM - 5:00 PM, with some evening or weekend appointments as needed to meet with clients.Based out of Landmark Roofing HQ but primarily field-based with travel to clients in the service area. Read LessReports To: CEO
Department: Sales
Location: Landmark Roofing Headquarters
Classification: Full-Time, Exempt
Position Overview
At Landmark Roofing, we believe the best sales teams are built through exceptional coaching, not traditional management. Were seeking an outstanding Sales Coach & Performance Leader who is passionate about developing people, elevating performance, and helping sales professionals achieve their full potential. This is a hands-on leadership role for someone who thrives in the field, working directly alongside the Residential and Commercial sales representatives through ride-alongs, role-playing, training, mentorship, and real-time coaching. Rather than leading from behind a desk, youll be actively involved in helping team members improve their presentations, communication skills, objection handling, and closing abilities while creating a culture of accountability, growth, and continuous improvement.
As a key member of the Management Team, you will oversee the development and performance of Landmark Roofings sales organization, helping recruit, train, and develop top talent while implementing processes that drive results. The ideal candidate is a coach, teacher, motivator, and leader who is committed to building confident, high-performing sales professionals and helping Landmark Roofing become the most respected and well-trained roofing sales organization in the industry.
About Us
Landmark Roofing is one of the fastest-growing roofing companies in the Midwest, serving both residential and commercial customers. We believe that great companies are built by developing great people.
Our goal isnt simply to increase sales.
Our goal is to build the best-trained roofing sales organization in the industry.
Key Duties & Responsibilities
Coach and develop Residential and Commercial sales representatives.Conduct daily sales training sessions and ongoing skill development workshops.Ride along with sales representatives in the field to provide real-time coaching and mentorship.Help salespeople improve presentations, objection handling, closing techniques, and customer communication.Lead role-playing exercises, call reviews, and sales practice sessions.Build and implement sales processes that drive consistent performance and growth.Create accountability through coaching, development, and leadership rather than micromanagement.Recruit, onboard, and develop top sales talent.Analyze sales performance and identify opportunities for improvement.Partner with Marketing and Operations to ensure alignment and customer satisfaction.Support Project Estimators in securing business and strengthening client relationships.Monitor sales pipelines, conversion rates, and key performance metrics.Ensure CRM accuracy and reinforce data accountability across the sales organization.Report performance trends and team development progress to the Leadership Team.What Success Looks Like
Increased close rates.Increased average deal size.Higher sales tea, confidence and competency.Faster onboarding and ramp-up of new hires.Strong, positive sales culture.Consistent growth across Residential and Commercial divisions.Development of future sales leaders from within the organization.Who You Are
You may have been:
A high-performing sales leader.A sales trainer.A sales coach.A business coach with a proven track record.A top-producing salesperson who discovered your passion is developing others.You believe:
Coaching beats managing.Training is never finished.Role-playing works.Great salespeople are developed, not born.Accountability and encouragement go hand in hand.Requirements
Skills & Qualifications:
Proven experience leading and developing sales teams.Strong track record of improving sales performance.Ability to teach, motivate, challenge, and inspire others.Excellent communication, presentation, and leadership skills.Strong coaching and mentoring capabilities.Ability to balance short-term performance improvements with long-term team development.Proficiency with CRM systems and data-driven decision making.Preferred Experience:
35+ years of sales leadership, coaching, or training experience.Demonstrated history of increasing team performance and revenue growth.Experience in roofing, construction, home services, or a related industry preferred.Experience developing both new and experienced sales professionals.Personal Attributes:
Driven, growth-minded, and people focused.Strong sense of accountability and ownership.Approachable, collaborative, and respected as a leader.Passionate about helping others succeed.Willing to spend significant time in the field with the team.Leads by example and embraces continuous improvement.Core Values Alignment
Transparency - Communicates openly and honestly with the team and leadership, sharing both successes and challenges.Respect - Treats all employees, clients, and partners with professionalism and fairness.Unique - Brings fresh ideas and innovative coaching strategies that help Landmark Roofing stand out in the marketplace.Service - Prioritizes both the customer experience and the success of team members.Teamwork - Builds collaboration across Residential and Commercial divisions, creating alignment and shared success.Compensation
Competitive base salary plus performance incentives.
Compensation will be designed to reward one thing:
Building a winning sales team.
Work Schedule
Monday - Friday, 8:00 AM - 5:00 PM (with 1 - hour lunch break)Based at Landmark Roofing HQ, with significant field time for ride-alongs, coaching, and client visits.If This Sounds Like You
If youre the type of leader who would rather spend a day coaching a salesperson to a breakthrough than sitting in meetings discussing spreadsheets, we want to talk to you.
Apply today and help us build the most respected roofing sales team in the state.
Read LessPosition: Supervisor
Reports To: Production Manager
Department: Operations
Location: Landmark Roofing Headquarters
Classification: Full-Time, Non-Exempt
Position Overview
The Supervisor plays a critical leadership role within Landmark Roofings Production Department by overseeing roofing projects from start to finish in the field. This position is responsible for ensuring projects are completed safely, on schedule, within budget, and to Landmark Roofings high standards of quality.
The Supervisor serves as the primary on-site leader, coordinating subcontractors, communicating with homeowners, inspecting workmanship, managing materials, and proactively solving problems before they impact production. This role requires someone who leads by example, thrives in a fast-paced environment, and takes pride in delivering an exceptional customer experience.
If youre a hands-on leader who enjoys building teams, maintaining quality, and seeing projects through to completion, wed love to meet you!
Key Duties & Responsibilities
Lead and supervise subcontractors and crews throughout all phases of roofing projects.Enforce Landmark Roofing safety policies and OSHA standards to maintain a safe jobsite.Develop daily work plans and manage project schedules to keep jobs on time and on budget.Coordinate material deliveries and inspect all deliveries for accuracy and quality.Monitor workmanship throughout construction and perform final quality inspections.Maintain organized, clean, and professional jobsites that reflect Landmark Roofings standards.Communicate proactively with homeowners regarding project progress, expectations, and any changes.Identify and resolve field challenges through effective troubleshooting and decision-making.Conduct regular safety meetings and reinforce company expectations with crews.Document project progress with notes and photos while keeping Production Management informed.Build positive relationships with homeowners, subcontractors, suppliers, and internal team members.Return unused materials promptly and help minimize waste on every project.Skills & Qualifications
Required:
Strong leadership, communication, and organizational skills.Ability to manage multiple projects and priorities simultaneously.Excellent problem-solving and decision-making abilities.High attention to detail and commitment to quality workmanship.Ability to work independently while collaborating with the Production team.Comfortable using smartphones, tablets, and project management software.Preferred:
2+ years of construction or roofing supervisory experience.Experience leading subcontractors or construction crews.Experience coordinating schedules and material deliveries.Familiarity with Acculynx or similar project management software.Bilingual (Spanish/English) is a plus.OSHA certification or other construction safety training.Personal Attributes:
Positive attitude with a strong work ethic.Honest, dependable, and accountable.Leads by example and earns the respect of others.Calm under pressure and adaptable to changing priorities.Proactive, solutions-focused, committed to continuous improvement.Dedicated to delivering outstanding customer service and quality craftsmanship.Core Values Alignment
Transparency - Communicates openly with homeowners, subcontractors, and leadership while providing accurate project updates.Respect - Treats customers, subcontractors, suppliers, and teammates with professionalism and integrity.Unique - Approaches challenges with creativity, resourcefulness, and a commitment to improving processes.Service - Creates an exceptional homeowner experience through quality work, proactive communication, and responsiveness.Teamwork - Works collaboratively with Production Manager, Sales, Production Assistants, and fellow Supervisors to ensure successful project completion.Work Schedule
Monday - Friday (Hours vary based on project needs and weather conditions)Field-based position with travel to job sites. Read LessPosition: Production Assistant
Reports To: Residential Production Manager
Department: Operations
Location: Landmark Roofing Headquarters
Classification: Full-Time, Non-Exempt
Position Overview
The Production Assistant is a key support role within the Landmark Roofings Operations Department. This position helps keep jobs moving smoothly by handling administrative and logistical tasks that support the production lifecycle - from permitting and documentation to scheduling final walkthroughs and communicating with homeowners. This individual ensures accuracy, timeliness, and professionalism across the production process, helping the Production Manager and field crews stay organized and on schedule.
Key Duties & Responsibilities
Manage job documentation, filing, data entry, and production tracking spreadsheetsRequest and track permits from counties and municipalitiesPrepare and issue warranties as part of the job closeout processSchedule final walkthroughs between homeowners and internal team membersCommunicate job progress to homeowners via phone, email, and mailMaintain clear, professional communication with internal teams and trade partnersAssist the Production Manager in anticipating material or scheduling needsSupport checklist completion for job readiness and administrative compliancePerform other administrative and operational support functions as assignedRequirements
Skills & Qualifications:
Strong organizational and time management skillsProfessional written and verbal communicationProficiency in Google Docs, Sheets, and DriveAbility to multitask, prioritize, and follow through on detailsComfortable working in a fast-paced, team-driven environmentPreferred Experience:
Administrative support experience in roofing, construction, or tradesExperience with permitting or jurisdiction filingsFamiliarity with CRM or project tracking toolsBilingual (Spanish/English) is a plusPersonal Attributes:
Positive, team-oriented, and reliableHighly organized with a proactive, solutions-focused mindsetCalm under pressure and attentive to accuracyTakes initiative in supporting team needsCore Values Alignment
Transparency - Communicates clearly and keeps documentation accurate.Respect - Interacts professionally with homeowners, crews, and teammates.Unique - Finds efficient ways to streamline tasks and solve logistical issues.Service - Consistently supports smooth job execution and customer satisfaction.Teamwork - Works closely with production staff to support shared operational goals.Work Schedule
Monday - Friday, 8:00 AM - 5:00 PM (with 1 - hour unpaid lunch break)In-office role at Landmark Roofing HQ Read Less